5-Acenaphthenecarboxylic acid

Base Information

• Chemical Name: 5-Acenaphthenecarboxylic acid
• CAS No.: 55720-22-4
• Molecular Formula: C13H10O2
• Molecular Weight: 198.221
• Hs Code.: 2916399090
• European Community (EC) Number: 624-103-0
• NSC Number: 137409
• UNII: YM75C742M7
• DSSTox Substance ID: DTXSID30204256
• Nikkaji Number: J20.971F
• Wikidata: Q72433949
• Mol file: 55720-22-4.mol

Synonyms:55720-22-4;5-Acenaphthenecarboxylic acid;1,2-dihydroacenaphthylene-5-carboxylic acid;5-Acenaphthylenecarboxylic acid, 1,2-dihydro-;acenaphthene-5-carboxylic acid;5-Acenaphthoic acid;YM75C742M7;NSC-137409;NSC137409;NSC 137409;1,2-Dihydro-5-acenaphthylenecarboxylic acid;ChemDiv2_002166;Oprea1_525621;Oprea1_578532;UNII-YM75C742M7;SCHEMBL3387834;DTXSID30204256;DXKAWGBIIVQFIE-UHFFFAOYSA-N;HMS1375C10;5-Acenaphthenecarboxylic acid, 97%;BBL019755;MFCD00222369;STK524279;AKOS000291276;AT25663;VS-06970;BB 0243900;FT-0640334;EN300-24127;Z169511478

Chemical Property of 5-Acenaphthenecarboxylic acid

Chemical Property:

• Vapor Pressure: 1.06E-07mmHg at 25°C
• Melting Point: 220-223 °C(lit.)
• Refractive Index: 1.725
• Boiling Point: 417 °C at 760 mmHg
• PKA: 3.90±0.20(Predicted)
• Flash Point: 185.3 °C
• PSA: 37.30000
• Density: 1.344g/cm³
• LogP: 2.63660
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 198.068079557
• Heavy Atom Count: 15
• Complexity: 274

Purity/Quality:

99% ^*data from raw suppliers

1,2-Dihydroacenaphthylene-5-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC2=CC=C(C3=CC=CC1=C23)C(=O)O

Technology Process of 5-Acenaphthenecarboxylic acid

There total 4 articles about 5-Acenaphthenecarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 50.0%

5-bromoacenaphthene (2051-98-1) + carbon monoxide (201230-82-2) → acenaphthene-5-carboxylic acid (55720-22-4) + acenaphthene (83-32-9)

Guidance literature:

With dicobalt octacarbonyl; potassium carbonate; methyloxirane; In methanol; at 60 ℃; for 6h; under 760 Torr;

DOI:10.1007/s11167-005-0619-y

Reference yield: 1.1%

carbon dioxide (124-38-9,18923-20-1) + acenaphthene (83-32-9) → acenaphthene-5-carboxylic acid (55720-22-4) + 4,4'-methylene-bis(N,N-dimethylaniline) (101-61-1)

Guidance literature:

With N,N-dimethyl-aniline; In dimethyl sulfoxide; for 90h; Irradiation;

DOI:10.1246/bcsj.61.2063

Reference yield:

2-(acenaphthene-5-carbonyl)-benzoic acid (4623-31-8) → acenaphthene-5-carboxylic acid (55720-22-4) + acenaphthene (83-32-9) + benzene-1,2-dicarboxylic acid (88-99-3,73607-73-5) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

at 225 ℃;

upstream raw materials:

acenaphthene-1,5-dicarboxylic acid

carbon dioxide

acenaphthene

2-(acenaphthene-5-carbonyl)-benzoic acid

Downstream raw materials:

5-aminoacenaphthene

5-dimethylaminoacenaphthene

Refernces

• 1、 Minabe, Masahiro,Isozumi, Keisuke,Kawai, Ken-ichi,Yoshida, Masaaki. "An Observation on Carboxylation of 4H-Cyclopentaphenanthrene". . p. 2063 - 2066. Retrieved 2007/10/02.